Key West Holidays

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Your Key West Holiday

Lock in a Key West holiday package and focus on what counts — enjoying yourself. There's no more travel planning headaches, just a lot more free time to savour what's special about this captivating city, such as its beaches and relaxed vibe. If a sightseeing tour is on the agenda during your trip to Key West, look around well-known attractions like Ernest Hemingway Home and Museum, Audubon House and Tropical Gardens and Mallory Square. Whoever you're taking a break with and whatever you plan to spend, your dream Key West holiday is just clicks away with Expedia.

Our guide on where to stay in Key West

Find the best Key West areas and neighborhoods for the activities you enjoy most. Learn more about Key West
A white building with shutters, palm trees, and a lawn.

Old Town Key West

4 out of top 10 points of interest in this area

While visiting Old Town Key West, you might make a stop by sights like Duval Street and Southernmost Point.

Find hotels in Old Town Key West

Key West Holiday

Key West Luxury Holiday Packages

Dabble in the finer things in life and get pampered with a luxury Key West package! Spoil yourself with our luxury Key West holiday packages and enjoy poolside cocktails, world-class dining and relaxing spa treatments. Dig your toes in the sand at Casa Marina Key West, Curio Collection by Hilton or go swimming in the year-round pool at Hyatt Centric Key West Resort & Spa.

Romantic Holiday Packages in Key West

Take your romantic Key West getaway to the next level with candlelit dinners, ocean views and couples massages. Expedia’s Key West romantic holiday packages are perfect for lovebirds looking to spice things up. Pop open a bottle of champagne in the hot tubs at Pier House Resort & Spa near Mallory Square or share a poolside cabana at Southernmost Beach Resort.

Take your romantic holidays in Key West to the next level with a photo shoot at your resort or the beach or a Key West marriage proposal package. Get inspired with our guide on things to do in Key West and add some loved-up activities to your Key West package deal today.

Where to Stay in Key West

When looking for Key West holiday packages, choosing the right place to stay is important. Whether you want a sun-packed stay or a history-packed holiday, this iconic island city has plenty of options on offer. Here’s a breakdown of where to stay for your Key West trip:

  •       Key West Historic District: You can enjoy the central location, buzzing streets and historical landmarks in this popular suburb. Topped with shopping, nightlife and restaurants, this is an ideal place to stay for those looking for convenience.
  •       Duval Street: Jam-packed with retail stores, nightlife, live music venues and restaurants, this is the ultimate spot to let loose on your Key West holiday.
  •       Historic Seaport: The picturesque marina is a top choice for art lovers, foodies and water sports fanatics.
  •       Bahama Village: This part of Key West is dotted with dazzling architecture, colourful homes and open-air restaurants.
  •       New Town: Laid-back New Town offers fewer crowds, making it one of the most tranquil holiday places in Key West.

Top Things to Do

Whether you’re into sightseeing, sunbathing or savouring flavour-packed cuisine, there are many things to do in Key West. Here’s a taste of what’s on offer:

Top Things to Do

Whether you’re into sightseeing, sunbathing or savouring flavour-packed cuisine, there are many things to do in Key West. Here’s a taste of what’s on offer:

How to Find Cheap Package Deals

Expedia’s cheap holiday packages to Key West allow you to see more, save more and stress less! You can save just by bundling your airfare and accommodation. Plus, by adding car rental, activities, tours and more, you can organise everything all in one place. Booking our Key West package deals is simple and straightforward. Simply enter your departure destination and desired travel dates. Then, use our filters to find cheap hotels in Key West.

*Prices and availability are subject to change. Additional terms apply.

**Savings based on all package bookings with Flight + Hotel made on Expedia from 2019-04-01 - 2020-03-31 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.

Where to Stay in Key West

When looking for Key West holiday packages, choosing the right place to stay is important. Whether you want a sun-packed stay or a history-packed holiday, this iconic island city has plenty of options on offer. Here’s a breakdown of where to stay for your Key West trip:

  •       Key West Historic District: You can enjoy the central location, buzzing streets and historical landmarks in this popular suburb. Topped with shopping, nightlife and restaurants, this is an ideal place to stay for those looking for convenience.
  •       Duval Street: Jam-packed with retail stores, nightlife, live music venues and restaurants, this is the ultimate spot to let loose on your Key West holiday.
  •       Historic Seaport: The picturesque marina is a top choice for art lovers, foodies and water sports fanatics.
  •       Bahama Village: This part of Key West is dotted with dazzling architecture, colourful homes and open-air restaurants.
  •       New Town: Laid-back New Town offers fewer crowds, making it one of the most tranquil holiday places in Key West.

Romantic Holiday Packages in Key West

Take your romantic Key West getaway to the next level with candlelit dinners, ocean views and couples massages. Expedia’s Key West romantic holiday packages are perfect for lovebirds looking to spice things up. Pop open a bottle of champagne in the hot tubs at Pier House Resort & Spa near Mallory Square or share a poolside cabana at Southernmost Beach Resort.

Take your romantic holidays in Key West to the next level with a photo shoot at your resort or the beach or a Key West marriage proposal package. Get inspired with our guide on things to do in Key West and add some loved-up activities to your Key West package deal today.

Key West Luxury Holiday Packages

Dabble in the finer things in life and get pampered with a luxury Key West package! Spoil yourself with our luxury Key West holiday packages and enjoy poolside cocktails, world-class dining and relaxing spa treatments. Dig your toes in the sand at Casa Marina Key West, Curio Collection by Hilton or go swimming in the year-round pool at Hyatt Centric Key West Resort & Spa.

How to Find Cheap Package Deals

Expedia’s cheap holiday packages to Key West allow you to see more, save more and stress less! You can save just by bundling your airfare and accommodation. Plus, by adding car rental, activities, tours and more, you can organise everything all in one place. Booking our Key West package deals is simple and straightforward. Simply enter your departure destination and desired travel dates. Then, use our filters to find cheap hotels in Key West.

*Prices and availability are subject to change. Additional terms apply.

**Savings based on all package bookings with Flight + Hotel made on Expedia from 2019-04-01 - 2020-03-31 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.

Things to do in and around Key West

Key West offers a delightful blend of family-friendly activities, shopping centres, and luxurious resorts, making it ideal for various vacation styles. Visitors can indulge in exciting attractions such as recreational tours, boat excursions, and thrilling snorkelling trips. Whether you're exploring the vibrant shopping areas or enjoying the local culture, Key West promises a memorable experience for all who visit.

Shopping

In Key West, visit The Kite House and We Cycle Key West for unique gifts and souvenirs. If you're up for a drive, the Big Pine Key Flea Market, located 46.7km away, offers a vibrant atmosphere with various stalls and local products to explore.

Recreation

The Key West Golf Club offers a serene golfing experience amidst lush landscapes, perfect for outdoor enthusiasts. At the Red Barn Theater, indulge in captivating performances that celebrate culture and family entertainment. For a refreshing family outing, the MLK Community Pool & Community Center provides a vibrant space for recreation and fun.

Adventure

Explore the vibrant coral reefs with a snorkelling tour, discovering colourful marine life and stunning underwater landscapes. For a thrilling experience, try parasailing to enjoy panoramic views of the island from above. Don’t miss the opportunity for a sunset kayak tour, paddling through serene waters while witnessing breathtaking sunsets.

Nightlife

In Key West, the nightlife is vibrant and eclectic, with Duval Street teeming with lively bars and live music venues. Enjoy sunset celebrations at Mallory Square, sip cocktails at rooftop bars, and dance the night away at local clubs, all set against the backdrop of stunning ocean views.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions in Key West

Key West, a charming destination in Florida, is ideal for family, city, and business vacations. Visitors can enjoy a variety of attractions, including beautiful beaches, historic houses, and national parks, catering to those seeking cultural experiences and outdoor adventures. Highlights include exploring local sights, visiting the Key West Museum, and staying in historic inns, making it a perfect getaway for diverse travellers.

  • Mallory Square: Experience the vibrant atmosphere of Mallory Square, where locals and tourists gather to enjoy street performances, artisan shops, and stunning sunset views over the Gulf of Mexico. This lively square embodies the spirit of Key West with its bustling energy and picturesque surroundings.
  • Southernmost Point: Stand at the iconic Southernmost Point buoy, a symbolic landmark representing the southern tip of the continental United States. This photo-worthy spot is steeped in local culture and offers a unique perspective on Key West's historical significance and maritime heritage.
  • Smathers Beach: Relax on the sandy shores of Smathers Beach, a popular destination for sunbathing, swimming, and water sports. With its palm-lined coastline and clear turquoise waters, it’s the perfect place to unwind and soak up the sun in a true beach paradise.

Tips to save on your trip to Key West

  • Take advantage of package deals on Expedia and combine flights, hotels, or car rentals for a convenient and cost-effective trip to Key West.
  • Consider traveling during the off-peak season (typically August to October) for more affordable package holidays to Key West.
  • Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
  • Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

Key West Beach Holiday

Unwind on the shore while you watch the sunlight glistening across the water during your Key West holiday. If you're hoping for an unforgettable beach experience, a trip to Key West will definitely deliver. There's a good chance you've heard of Smathers Beach (3 kilometres away). We suggest staying in accommodation close by. However, many sightseers also opt for Key West packages that are closer to South Beach or Boca Chica Nude Beach, two other excellent nearby options.

Things You Should Know About Key West

  • Escape the daily grind at one of our Key West beach hotels. The sweet sound of lapping water and seagulls cawing far above are just a couple of clicks away.
  • If you're searching for lots of room to spread out and relax, Key West private holiday homes are a great choice. After a much-needed family getaway or a few nights escape with that special someone? Grand Maloney Hotel and The Capitana Key West will fit the bill.
  • With a population of approximately 25,800 inches Key West, you're sure to find some friendly locals who are happy to share their sightseeing tips. For more handy hints, check out our Key West things to do page.

Key West Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Key West Intl. Airport (EYW)
Population
25,800
Max Temp Winter
24ºC
Max Temp Summer
29ºC
Top Sights
Smathers Beach, South Beach and Fort Zachary Taylor Historic State Park

Our pick of the best Key West Hotel Deals

Beachside Resort & Residences

Beachside Resort & Residences

3.5 out of 5
3841 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
The price is AU$360 per night from 14 July to 15 July
AU$360
14 July - 15 July
includes taxes & fees
8.6/10 Excellent! (2,330 reviews)
"The room was cleaned the food was good there's no beach a man made beach with dirty water no working elevators"

Reviewed on 7 July 2026

Beachside Resort & Residences
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4 out of 5
3820 North Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
The price is AU$283 per night from 9 July to 10 July
AU$283
9 July - 10 July
includes taxes & fees
8.4/10 Very good! (2,499 reviews)
"Need to have breakfast"

Reviewed on 6 July 2026

Blue Flamingo Resort Key West
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street Key West FL
Fully refundableReserve now, pay when you stay
The price is AU$375 per night from 15 July to 16 July
AU$375
15 July - 16 July
includes taxes & fees
8.8/10 Excellent! (3,431 reviews)
"Had a small but annoying incident at check in. I made the reservation in my sisters name on Expedia [ and I had to pay in full which I found unusual, I made the payment] but she was unable to travel, The clerk would not check me in until Expedia said OK, luuckily we ironed it out"

Reviewed on 7 July 2026

Southernmost Beach Resort and Guesthouses
See all 2,654 properties in Key West
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Stay near popular Key West attractions

A street with a pharmacy, a theater, and a yellow building.

Duval Street

9.2/10 (20,928 reviews)
Stroll the vibrant heart of Key West where historic architecture meets lively entertainment. Evening visits offer the full experience of Duval Street's renowned music scene and spirited local culture.
See properties

What to do in Key West

Kayak the mangrove tidal creeks

Key West Mangrove Kayak Eco Tour

AU$116
per adult
100% of travellers recommend
Key West Mangrove Kayak Eco Tour
Aboard the trolley in Key West

Historic Key West Old Town Trolley Hop-On Hop-Off Tour

AU$80
per adult
88% of travellers recommend
Historic Key West Old Town Trolley Hop-On Hop-Off Tour
Shark and Wildlife Viewing Adventure in Key West

Shark and Wildlife Viewing Adventure in Key West

AU$135
per adult
100% of travellers recommend
Shark and Wildlife Viewing Adventure in Key West
See all activities in Key West

Frequently asked questions

How much does a Key West holiday package cost?
Offering excellent value package deals on Expedia, you'll be pleasantly surprised at how much a holiday to Key West costs! Our packages make travel planning easier and save you more.
What are the cheapest months to go to Key West?
August, September and October are the best times to search for cheap Key West holiday packages. Choosing to travel in quieter periods means you can usually find reduced prices on hotels and flights.
How many days is enough for Key West?
Key West holidays come in all shapes and sizes, but to really sink your teeth into this place, we'd say 3 days is a good ballpark. This will mean you can visit top sights like Key West Aquarium and Harry S. Truman Little White House along with underrated spots. Don't miss out on neighbourhoods such as Key West Historic District and Old Town Key West either. If you're clever with your time, you may even be able to take a day trip from Key West too.
Is it worth booking a holiday package to Key West?
Key West offers everything you need for an amazing trip. Begin your Key West holiday on a high note by visiting popular attractions like Smathers Beach.
How to find the best Key West package deals?
Bagging a cheap Key West package deal is a breeze with Expedia. Once you've entered your preferred dates and destination under our "Packages" tab, set your budget, add a couple of filters and browse what's available. You can personalise your search by "Area," "Amenities," "Property type" and more. Sort the results by "Price: low to high" to view the most wallet-friendly Key West package deals. Want a simple trick to score the biggest savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are often lower.
Is it cheaper to book a Key West holiday as a package?
Expedia holiday packages are designed to help you keep more cash in your pocket. Bundle your car rental, hotel and flight into one great-value price and you could save hundreds of dollars. You'll usually land a better deal than booking each component separately. And you'll still have the freedom to create a personalised Key West holiday by choosing your favourite airline, accommodation type and car class.
When to book a holiday package to Key West?
If you're considering a spur-of-the-moment Key West trip, browse our last-minute deals that can be booked up to one week before you take off. Don't want to leave things to the last minute? You can score terrific deals on your hotels and flights by booking ahead.
How to plan a trip to Key West?

  1. Choose your travel dates: What you'd like to do in Key West and your favourite season will help you decide when to travel.
  2. Calculate your budget: Ensure you have enough money to cover everything from meals and transportation to activities and airfares. Your hotel will probably be the biggest expense during your trip to Key West.
  3. Decide how long to go for: Now that you're more familiar with Key West, you can figure out the right length of your holiday. Pull together a rough itinerary and give yourself enough time to cover everything you want to see.
  4. Bundle your bookings: With your travel dates in order, you can combine your flights, hotels, car rental and more into a personalised Key West holiday package.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.